Chastity B-Day Pt 4

So there I stood in front of my wife dressed as a female, gagged, cuffed, and blindfolded with her calling me Gina. As she removed her lingerie she described how her breasts and ass were naked in full view. Rubbing her lingerie on my check so I knew she was naked she whispered in my ear “I know you want to fondle and play with these breasts maybe next time I’ll let Gina do just that.” Spanking me with her shoes to let me know they were off and rubbing her breasts along my bare arms she let me know when the stockings came off. My penis strained to get hard but the chastity cage wasn’t going to allow that. I wanted to just touch her.

Kissing around my ears and cheeks she again whispered “I know you won’t be able to see me orgasm like you like however your virgin pussy will finally get to know what I’m feeling.” I than felt one of her lubed fingers run down the crack of my ass and circle the opening. The shock once again had me almost topple over on the heels. Grabbing me to steady me she plunged her finger inside circling to fully lube me up inside and out. She repeated this two or three more times letting me know how tight my “pussy” was.

[mf] the secretary

When you think “Secretary” what comes to mind? An older, nearing retirement, pleasant yet tired woman?
The same as above, minus the pleasantries?
How about the sitcom hottie, unattainable for a variety of reasons, distractingly attractive, and sweet as candy?

I like the third, and thankfully it makes for a better story.

The secretary was a hard working woman, playing with the cards she was delt, and winning small hands enough to keep in the game. But she wanted a taste of real victory, something she could claim was achieved of her own will, strength, & determination. What she wanted most of all, was to feel to herself the way that the world projected to her. She didn’t feel sexy, she didn’t accept the enviousness of other women as rational. The way she saw it, the ladies had nothing to be jealous of, and the men were just being nice or they didn’t mean what they said.

My wife fucks my coworker while I watch [MF] [Cuckold]

I got a new coworker about a year ago, Jamie, at we instantly became friends – were into a lot of the same things. Same sports. Video games. Movies. And, as it turns out, my wife. She picked me up from work one evening as me and Jamie were working late and we were going straight out for dinner and to my surprise, they already knew each other from college! They’d never been together, but from his face and hers they’d both wanted to.

The whole night she wouldn’t stop talking about him – now he was a great guy back in school and all the girls were always around him blah blah blah and for once, and this doesn’t happen often, I got a little jealous. Not because she wanted to fuck him, that was fine, but because of the way she talked about him.

In a few hours, we[MF] are having the only [F]riend we hadn’t sex yet as our slave

So, I posted a few weeks ago about how we like to invite other people to have sex with us.
My wife and I are friends since school and to this day we still have a group of 10 friends from that time. 3 guys and 7 girls (including me and wife)

So , from this group, we have already had sex with all of the girls but one, I am gonna refer to her as Jessica.
Jessica is hot and we always wanted to fuck her, but never had the chance. Of all the girls, she was the one that never showed an opening or interest about it for us.

Jessica just bought her house, so last weekend she invited all of us there to have a drink and celebrate.

After some drinks, me and wife left to the backyard to smoke some weed and when we were talking about how Jessica was hot that night.
In a few minutes, Jessica came to the backyard asking if she could smoke with us.
We were all kind of high, so Jessica just said

I begged my married FWB to come over today just to suck his cock [MF]

I just really wanted it today, really bad. I woke up craving it and I had to have a cock in my mouth. I begged my FWB to come over, he kept telling me he couldn’t. He was with his wife and getting ready for people to come over for the super bowl. I kept begging him and finally he agreed. He snuck out and came to my apartment. I answered the door for him naked, and started blowing him as soon as he sat down. I sucked him slow, I licked every inch of him, I sucked both his balls, and it was so satisfying. I woke up so hungry for cock, that when I finally had it in my mouth I got so horny. I started touching myself and teasing my pussy while sucking him. It was so good. He tasted so good and I wanted his cum more than anything. His first load I swallowed, but I had to have more. It tasted so good, and his cock felt so amazing filling my mouth I couldn’t stop. I kept sucking him and fingering myself. When he had to cum a second time he stood over me and jerked himself off while I masturbated for him. He came on my face and tits. Fuck it felt so good and it sent me over the edge. I needed that today.

I worked as a masseuse when I was younger [F]

I’ve seen a lot of cock with this job with a lot of pleasant men also, There was one guy that had come in with his girlfriend one time and asked for a massage but only for the man, the girl politely asked could she bring in a chair and sit with us while i gave him a massage which i agreed to of course it happens quite often.

Once we got in i had asked what he wanted and whether he wanted a happy ending or not as that’s usually the case when a girl turns up with him, sure enough, he said yes and boy oh boy, when it came time to end i removed the towel and seen his beautiful dick waiting for me

His wife asked if she could get a closer look and move beside him as i touch him, they began talking dirty to each other and she was saying the kinkiest shit ive ever heard! It was probably one of the best days of work ive had in that job i was loving every second they were really getting into it while i was just massaging his dick

Swinger Cherry: Popped [Cuckold]

After trying repeatedly, we finally had our first swinger experience!

We’ve talked about it for two whole years now and finally did it. I’m including the story below because it’s fresh on my mind and I want to share it. I’m sorry if it’s a rule 3 violation, I’m just excited to share!

We went out last weekend and and got pretty frisky with a number of people. Wound up giving out our contact info and social media accounts to a bunch of people and showed them our main Reddit account, which is pretty damn graphic.

One of the guys we met we decided to see again this weekend. We, my husband and I, went to his house and drank a few beers and chatted. The guy went to the bathroom and my wife said she’d be right back. A few minutes later I hear lips smacking and go check out what’s happening – she’s bottomless making out with him. I took a step back to let them enjoy this first moment (none of us have done anything like this before) and be proud of my wife for giving this a try in general. I sat back on the couch for a few minutes, but my curiosity got the better of me, so I checked on them again – my wife was spread on the floor with her hips raised as he sucked on her pussy. She was moaning and gripping the carpet as he, also bottomless, worked every bit of magic he had. I took the sight in for a few seconds, then let them go back to it.

31[m]y mother in law had me 57[f]ill her up

One day while my wife was at work her mom came by to drop some stuff off that we left st the house. Of course my oldest daughter got extremely excited and would let her leave so my MIL stayed over to out her down for bed. As I’m now putting my youngest daughter down she ends up throwing up on me. I just take my shirt off and finish getting her to sleep as somehow none got on her.

As I walk out of the room so is my MIL and at this point i realize it’s a bigger mess than I thought “oh no honey that’s terrible. Go take a shower I’ll throw your clothes in the wash” she says to me. As I’m handing her my shorts I catch her eyes checking me out and this gets the blood flowing a little bit

(Now my wife’s mother you can tell was a very beautiful lady in her hay day. Now in her mid 50 she has aged a bit but is still very beautiful. Add in her curves and fake tits to keep her boobs perky she has always been easy on the eyes)

When She Fucked Her Sister [FF]

My wife, Anne, grew up bisexual in a very conservative household. She was very confused by her feelings and very hesitant to express herself sexually. Because of that she would fluctuate between being very shy and acting out almost dangerously.

Once she went away to college she started to settle down and figure out her true identify. But it took her some time. She experimented with men and even had some encounters where women watched, but she didn’t have much time to explore that part of herself. She also didn’t really go away to college. She moved out and stayed in a house with far too many roommates. She was only a half hour drive from home.

Anne’s younger sister, Diane, started coming over a lot, just to escape their parents. By Anne’s second year, after her sister had graduated but before she decided on a college, Diane was spending almost every second day there. It was challenging for Anne. She’d never been very close with her sister but she wanted to provide the escape.

The Superb Owl [M/F/M 30s] [oral] [fingering] [light femdom]

The Super Bowl

*Simon*
Every year, my friends Lyssa and Jimmy host a Super Bowl party for a small group of friends. When I got there, they had set up their living room with a big screen TV, plenty of snacks and drinks, and a festive atmosphere. As the guests arrived, the energy was high, and everyone was looking forward to a fun night of cheering on their favorite teams, not to mention the commercials.

But, truth be told, the game was a bust: low-scoring and generally lame. Since it was a school night, people started drifting home after about the third quarter, but I kept guzzling Jimmy’s beers. By the two-minute warning, two things were clear: it was the least interesting Super Bowl in recent memory, and I was in no condition to drive home. Neither were my hosts. Normally, this wouldn’t be a big deal because my wife would handle the driving, but she was out of town.

After the game, we lounged on the sofa just bullshitting for a few minutes—they have a big L-shaped sectional, and I was on one end of the L and they were on the other. I got up, maybe a little unsteadily, intending to thank my hosts and just walk home. “Where are you going?” said Jimmy.